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P0064

PalGly

Name: PalGly
Brand: SIGMA

≥98% (HPLC), solid

Synonym(s):

N-(1-Oxohexadecyl)glycine, N-Hexadecanoylglycine, Hexadecanoylaminoacetic acid, N-palmitoyl glycine

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About This Item

Empirical Formula (Hill Notation):

C₁₈H₃₅NO₃

CAS Number:

2441-41-0

Molecular Weight:

313.48

NACRES:

NA.77

PubChem Substance ID:

329820003

UNSPSC Code:

12352200

MDL number:

MFCD00153471

Assay:

≥98% (HPLC)

Form:

solid

Quality level:

100

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Quality Level

100

assay

≥98% (HPLC)

form

solid

color

white to off-white

solubility

DMSO: >10 mg/mL

storage temp.

2-8°C

SMILES string

O=C(CCCCCCCCCCCCCCC)NCC(O)=O

InChI

1S/C18H35NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-17(20)19-16-18(21)22/h2-16H2,1H3,(H,19,20)(H,21,22)

InChI key

KVTFEOAKFFQCCX-UHFFFAOYSA-N

Biochem/physiol Actions

PalGly is an endogenous signaling lipid that modulates calcium influx and nitric oxide production.

PalGly is an endogenous signaling lipid that modulates calcium influx and nitric oxide production. PalGly inhibits heat-evoked firing of wide dynamic range (WDR) neurons, activates calcium influx in DRG cells and stimulates NO production. Preliminary studies suggest its signaling mechanism involves GPCR-mediated cation channel activation and a Gαi/o-coupled signaling pathway, which is being further investigated.

Features and Benefits

This compound is featured on the Nitric Oxide Synthases page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)

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[Pharmacologic profile of n-palmitoylglycine. Its effect on reserpine and haloperidol catalepsy].

A Vamvakidès

Bollettino chimico farmaceutico, 134(5), 258-262 (1995-05-01)

N-palmitoyl glycine (PG), synthesized by the mixed anhydrides method, displayed nootropic effects (in the "step-down" test) as well as an anti-immobility action in the forced swimming test, in mice. However no anticonvulsant effects were obtained, even at high dose (300

Glycine N-acyltransferase-like 3 is responsible for long-chain N-acylglycine formation in N18TG2 cells.

Kristen A Jeffries et al.

Journal of lipid research, 57(5), 781-790 (2016-03-27)

Long-chain fatty acid amides are signaling lipids found in mammals and other organisms; however, details of the metabolic pathways for the N-acylglycines and primary fatty acid amides (PFAMs) have remained elusive. Heavy-labeled precursor and subtraction lipidomic experiments in mouse neuroblastoma

Orphan endogenous lipids and orphan GPCRs: a good match.

Heather B Bradshaw et al.

Prostaglandins & other lipid mediators, 89(3-4), 131-134 (2009-04-22)

A large and growing family of over 70 endogenous lipids of the basic structure N-acyl amide has been identified during the last 10 years. Only a few of these lipids have been characterized for biological activity, however, those that have

Opportunistic activation of TRP receptors by endogenous lipids: exploiting lipidomics to understand TRP receptor cellular communication.

Heather B Bradshaw et al.

Life sciences, 92(8-9), 404-409 (2012-11-28)

Transient receptor potential channels (TRPs) form a large family of ubiquitous non-selective cation channels that function as cellular sensors and in many cases regulate intracellular calcium. Identification of the endogenous ligands that activate these TRP receptors is still under intense

Conformational dynamics of substrate in the active site of cytochrome P450 BM-3/NPG complex: insights from NMR order parameters.

Krishna Pratap Ravindranathan et al.

Journal of the American Chemical Society, 129(3), 474-475 (2007-01-18)

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Global Trade Item Number

SKU	GTIN
P0064-50MG	04061833220078
P0064-10MG	04061833220061

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